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Kailua, Hawaii

Looking for the best chillin in Kailua? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Kailua. The detailed guides, photos, and reviews are all submitted by the Outbound community.

Top Chillin Spots in and near Kailua

  • 59178 Ke Nui Road, Hawaii

    Hike to Ehukai Pillbox

    4.0
    2 mi / 300 ft gain
    This hike starts directly across from Banzai Pipeline, the famous barreling wave at Ehukai Beach.  It only takes half an hour to get to the pillbox so it's a great hike to do at sunset but bring a headlamp.  IF you don't hike at sunset it's still an incredibly beautiful hike with views of Pipelin...
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  • Haleiwa, Hawaii

    Catch the Sunset at Pupukea Beach Park

    5.0
    Pupukea is located on the North Shore of Oahu.  This beautiful spot is a great place to catch the sunset.  During the winter time there can be very large surf, so be extra careful not get too close to the water's edge. It's a popular spot for locals and tourists to just relax and enjoy the Island...
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